Abstract
The title compounds, hexa-kis-[μ3-2-(di-methyl-amino)-ethano-lato]hexa-μ2-iso-propano-lato-μ4-oxido-tetra-deca-lithium(I), [Li7(i-PrO)3(C4H10NO)3]2O (1), and {3-[(2-meth-oxy-eth-yl)(meth-yl)amino]-1,1-dimethylpropano-lato}diiso-prop-an-o-lsodium(I), [Na(i-PrOH)2(C8H18NO2)] (2), were crystallized in the presence of 2-propanol (i-PrOH, C3H7OH). The structure 1 has monoclinic symmetry (C2/c) and the asymmetric unit contains half of the compound. Title compound 2 has triclinic symmetry (P ) and the asymmetric unit is half of an inversion-symmetric aggregate. Both compounds consist of an alkali metal, an amino-alkoxide and a 2-propanol compound. Furthermore, the dimeric sodium aggregate 2 is build up by hydrogen bonding through the 2-propanol and the alkoxides. Compound 1 does not exhibit hydrogen bonding, due to the fact that the 2-propanol is deprotonated. In compound 1, benzene appeared as co-crystallate, but was suppressed by solvent masking because of strong disorder. The formula mass and density do not take account of the solvent.
Highlights
The title compounds, hexakis[3-2-(dimethylamino)ethanolato]hexa-2-isopropanolato-4-oxido-tetradecalithium(I), [Li7(i-PrO)3(C4H10NO)3]2O (1), and {3-[(2-methoxyethyl)(methyl)amino]-1,1-dimethylpropanolato}diisopropanolsodium(I), [Na(i-PrOH)2(C8H18NO2)] (2), were crystallized in the presence of 2-propanol (i-PrOH, C3H7OH)
The combination of alkali-metal organyls, aminoalkoxides and alcohols is of great interest for understanding the behaviour of alkali-metal organyls in deprotonation or metalation reactions
Previous studies have shown that the reaction of 2-methoxypyridine with a lithium alkyl and a lithium dimethylaminoethoxide leads to a high yield of the metalated product, while the reaction without the aminoalkoxide only leads to a nucleophilic addition (Gros & Fort, 2002)
Summary
The combination of alkali-metal organyls, aminoalkoxides and alcohols is of great interest for understanding the behaviour of alkali-metal organyls in deprotonation or metalation reactions. Besides 2-methoxypyridine, the metalation of pyridine and quinoline with a mixture of lithium alkyl and lithium aminoalkoxide can be observed, which indicates a higher substrate scope and a higher reactivity (Gros & Fort, 2002) This mixture is a so-called monometallic superbase of the second generation, based on the Lochmann–Schlosser superbase (n-butyllithium and potassium-tert-butoxide) The insertion of an alcohol that is not based on the aminoalkoxide generates high interest, because it can be concluded whether the aminoalcohol is deprotonated to form the alkali-metal alkoxide or the additional alcohol is deprotonated. The combination of alkali-metal organyls, aminoalkoxides and alcohols is of great interest for understanding the synergistic effect
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